Chemistry:Cefaloglycin

Cefaloglycin
Clinical data
ATC code	none;
Identifiers
	IUPAC name (6R,7R)-3-[(acetyloxy)methyl]-7-{[(2R)-2-amino-2-phenylacetyl]amino}-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid;
CAS Number	3577-01-3 ;
PubChem CID	19150;
DrugBank	DB00689 ;
ChemSpider	18069 ;
UNII	HD2D469W6U;
KEGG	D01949 ;
ChEBI	CHEBI:34613 ;
ChEMBL	ChEMBL1200971 ;
Chemical and physical data
Formula	C18H19N3O6S
Molar mass	405.43 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES O=C2N1/C(=C(\CS[C@@H]1[C@@H]2NC(=O)[C@@H](c3ccccc3)N)COC(=O)C)C(=O)O;
	InChI InChI=1S/C18H19N3O6S/c1-9(22)27-7-11-8-28-17-13(16(24)21(17)14(11)18(25)26)20-15(23)12(19)10-5-3-2-4-6-10/h2-6,12-13,17H,7-8,19H2,1H3,(H,20,23)(H,25,26)/t12-,13-,17-/m1/s1 ; Key:FUBBGQLTSCSAON-PBFPGSCMSA-N ;
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Short description: Chemical compound

Cefaloglycin INN (also spelled cephaloglycin) is a first-generation cephalosporin antibiotic.

References

"The renal mitochondrial toxicity of beta-lactam antibiotics: in vitro effects of cephaloglycin and imipenem.". J Am Soc Nephrol 1 (5): 815–21. 1990. doi:10.1681/ASN.V15815. PMID 2133431.
"Oxidative and mitochondrial toxic effects of cephalosporin antibiotics in the kidney. A comparative study of cephaloridine and cephaloglycin.". Biochem Pharmacol 38 (5): 795–802. 1989. doi:10.1016/0006-2952(89)90233-5. PMID 2930580.

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Clinical data

ATC code	none
Identifiers
IUPAC name (6R,7R)-3-[(acetyloxy)methyl]-7-{[(2R)-2-amino-2-phenylacetyl]amino}-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
CAS Number	3577-01-3^Y
PubChem CID	19150
DrugBank	DB00689^Y
ChemSpider	18069^Y
UNII	HD2D469W6U
KEGG	D01949^Y
ChEBI	CHEBI:34613^Y
ChEMBL	ChEMBL1200971^N
Chemical and physical data
Formula	C₁₈H₁₉N₃O₆S
Molar mass	405.43 g·mol⁻¹
3D model (JSmol)	Interactive image
SMILES O=C2N1/C(=C(\CS[C@@H]1[C@@H]2NC(=O)[C@@H](c3ccccc3)N)COC(=O)C)C(=O)O
InChI InChI=1S/C18H19N3O6S/c1-9(22)27-7-11-8-28-17-13(16(24)21(17)14(11)18(25)26)20-15(23)12(19)10-5-3-2-4-6-10/h2-6,12-13,17H,7-8,19H2,1H3,(H,20,23)(H,25,26)/t12-,13-,17-/m1/s1^Y Key:FUBBGQLTSCSAON-PBFPGSCMSA-N^Y
^NY (what is this?) (verify)